Design, Synthesis and Biological Activities of Compounds Containing 1,3,4-Oxadiazole or 1,3,4-Thiadiazole

doi:10.6023/cjoc201907052

Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (3): 731-739.DOI: 10.6023/cjoc201907052 Previous Articles Next Articles

1,3,4-噁二唑和1,3,4-噻二唑衍生物的设计、合成和生物活性研究

鄢龙家^a, 黎永良^a, 邓明高^a, 陈安超^a, 杜志云^a, 董长治^a,c, 陈惠雄^a,b

a 广东工业大学轻工化工学院广州 510006;
b 巴黎笛卡尔大学生物医学系巴黎 75006;
c 巴黎狄德罗大学巴黎 75013

收稿日期:2019-07-30 修回日期:2019-09-21 发布日期:2020-04-02
通讯作者: 陈惠雄 E-mail:huixiong.chen@parisdescartes.fr
基金资助:
国家自然科学基金（No.21672043）资助项目.

Design, Synthesis and Biological Activities of Compounds Containing 1,3,4-Oxadiazole or 1,3,4-Thiadiazole

Yan Longjia^a, Li Yongliang^a, Deng Minggao^a, Chen Anchao^a, Du Zhiyun^a, Dong Changzhi^a,c, Chen Huixiong^a,b

a Faculty of Light Industry and Chemical Engineering, Guangdong University of Technology, Guangzhou, 510006, China;
b Biomédicale, Université Paris Descartes, 75006 Paris, France;
c Université Paris Diderot, 75013 Paris, France

Received:2019-07-30 Revised:2019-09-21 Published:2020-04-02
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21672043).

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Abstract

In order to find new anti-tumor drugs, a series of novel 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives were designed and synthesized. The target compounds were evaluated for antitumor activity in vitro on four human cancer cell lines including B-16 (skin melanoma cells), PC-3 (human prostate cancer cells), U87 (human primary glioblastoma cells) and A549 (human non-small cell lung cancer cells). The results displayed that some of the compounds had good activities, especially, 5-((6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-yl)amino)-N-(2-methoxyphenyl)-1,3,4-thiadiazole-2-carboxamide (8b) and 5-((6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-yl)amino)-N-(4-methoxyphenyl)-1,3,4-thiadiazole-2-carboxamide (8c) showed high antitumor activities against four cancer cell lines, which was better than dasatinib. These compounds were further studied for their possible target of tumor suppression.

Key words: 1,3,4-oxadiazole, 1,3,4-thiadiazole, anti-cancer, Src inhibitor

Cite this article

Yan Longjia, Li Yongliang, Deng Minggao, Chen Anchao, Du Zhiyun, Dong Changzhi, Chen Huixiong. Design, Synthesis and Biological Activities of Compounds Containing 1,3,4-Oxadiazole or 1,3,4-Thiadiazole[J]. Chinese Journal of Organic Chemistry, 2020, 40(3): 731-739.

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1,3,4-噁二唑和1,3,4-噻二唑衍生物的设计、合成和生物活性研究

Design, Synthesis and Biological Activities of Compounds Containing 1,3,4-Oxadiazole or 1,3,4-Thiadiazole

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